Synthesis of Acetoxy Stabilised Indolequinones as Precursors to Model Eumelanin Polymers

Sov Atkinson; Paul Meredith

doi:10.1055/s-2003-41409

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Synthesis of Acetoxy Stabilised Indolequinones as Precursors to Model Eumelanin Polymers

Sov Atkinson, Paul Meredith*
Department of Physics, Centre for Biophotonics and Laser Science, University of Queensland, 4072, Brisbane, Queensland, Australia
Fax: +61(7)33651242; e-Mail: meredith@physics.uq.edu.au ;

Abstract

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Abstract

We report an efficient synthetic route to obtaining a stable analogue of 5,6-dihydroxyindole. These analogues can be used to build controlled composition model melanin biopolymers for solid state and spectroscopic studies of this important biomolecule.

Key words

5,6-dihydroxyindole - 5,6-diacetoxyindole - melanin biopolymers - melanin precursors - nitration of activated aromatic compound

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References

<A NAME="RD10003ST-1">1</A> Nicolaus RA. Melanins Herman; Paris: p.1968

<A NAME="RD10003ST-2">2</A> Orlow JS. Osber MP. Pawelek JM. Pig. Cell. Res. 1992, 5: 113

<A NAME="RD10003ST-3">3</A> Ito S. Biochim. Biophys. Acta 1986, 883: 115

<A NAME="RD10003ST-4">4</A> Mason HS. Pigment Cell Growth Academic Press; New York: 1953.

<A NAME="RD10003ST-5">5</A> Murphy BP. J. Org. Chem. 1985, 50: 5873

<A NAME="RD10003ST-6">6</A> Novellino L. d’Ischia M. Prota G. Synthesis 1999, 793

<A NAME="RD10003ST-7">7</A> Benigni JD. Minnis RL. J. Heterocycl. Chem. 1965, 21: 1183

<A NAME="RD10003ST-8">8</A> Mikami Y. Takahashi K. Fukushima K. Yazawa K. Arai T. Kubo A. Saito N. Kawakami N. J Antibiot 1987, 40: 385